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Siena

109 reviews

Perfect base in Tuscany for getting around but also having a home base that has shopping, culture and food! We were there right before the Palio meaning we got to see much of the pomp without the enormous crowds and inflated prices. Stay for a few days, relax, and enjoy this delightful hilltop town.

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  • 41
  • 42

    Grosseto

    Italy
    2 reviews
  • 43

    Castiglione Del Lago

    Italy
    7 reviews

    If you want to enjoy your stay in south of Tuscany, even in Cortona, the distance to Castiglione del Lago is 10 km from La Mucchia casa vacanze, our villa next to Cortona, you can rent a bike at Valentino-Bike s to rent at euro 10/day, next to the lake and make a trip around the lake, there are good ...

  • 44

    Prato

    Italy
    10 reviews

    :D

  • 45

    Isola Polvese

    Italy
    2 reviews

    Hiking through olive groves, poking around a castle, peeping at a ruined monastery, and dipping your lower limbs (or whole body) in the lake are some ways to enjoy this little island. An eco-preserve, you can also rent a bike to tool around on, or stop and eat some amazing local food (fish like luccio and persico from the lake) ...

  • 46

    Pontedera

    Italy
  • 47

    Montecatini Terme

    Italy
    3 reviews

    I adore this old world spa town in spring time...sweet, tranquil, and taking the waters at the Terme Tettuccio is divine.

  • 48

    Citta di Castello

    Italy
    3 reviews

    If you're interested in having an appendectomy, this is a terrific place to do it. Spontaneously had mine in 2009 at the hospital in this little town. Great medical care and 4 days in the hospital plus surgery only runs $5K. Ideal if you speak Italian as very few of the doctors and staff speak English. As far as the ...

  • 49

    Vinci

    Italy
    4 reviews

    A day-trip from Florence, here you can visit a tiny home, said to either be, or be very like Leonardo's birthplace, and you can also visit the very interesting museum dedicated to Leonardo da Vinci. I loved the ambience here, olive groves, rolling hills, sort of like the background landscape in so many of Leonardo's paintings.

  • 50

    Cetona

    Italy
  • 51

    Magione

    Italy
  • 52

    Castiglione Della Pescaia

    Italy
    3 reviews

    Home to one of the best beaches in Tuscany, this cute medieval town overlooks the sea. Its long expanse of sand is consistently awarded the "Blue Flag" which Italy gives to beaches that are clean and have good services. It's a great place to spend summer holidays, though July and August get crowded and pricey.

  • 53
  • 54

    Monticchiello

    Italy
    4 reviews

    Tucked away among the rolling Tuscan landscape south of Siena in the heart of the Val d’Orcia is what I consider to be one of the most beautiful Medieval Villages of all Tuscany. Largely overlooked by tourists, which is a good thing, Monticchiello has managed to retain both its physical and cultural history. Perched high on a hill overlooking the ...

  • 55

    Torrita di Siena

    Italy
    2 reviews
  • 56

    Montefollonico

    Italy
    2 reviews

    Cute little hillside town with nice views of Montepulciano. La Chiasu makes for a nice base for exploration and has a great restaurant.

  • 57

    Marina Di Grosseto

    Italy
    3 reviews

    A deep expanse of sandy beach that's good for beach games like soccer and volleyball, but the sand is less fine than that at Castiglione della Pescaia, and it is often quite windy here. If you are bringing your own beach umbrella you'll want to weigh it down!

  • 58

    Panicale

    Italy
  • 59

    Sinalunga

    Italy
  • 60

    Passignano Sul Trasimeno

    Italy
    3 reviews

    Lovely lake-side town in the north of Umbria. Perfect for strolling with a gelato in the summer.

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